He left our care a year or so ago with some promise, but within a week he was in trouble and back on house arrest. After a year of having to remain inside with no one else around except his grandmother, he begged to be shifted once again to our care. We can't say we were too surprised, because some guys much prefer the occasional ass drilling to the loving nurture of their next of kin. What a world we live in.

When I found out that he had returned, I wanted to set the pace for his new stay. After all, he sucks a pretty good dick. His hole, though, still needs a lot of work. It is so damn tight! Getting through his sphincter takes a hard cock and a lot of patience. After a year away, and not in an institution, I was pretty sure that he had tightened back up to practically virgin territory, but in fact he actually felt tighter than he used to be! After slobbing on my cock for a few, and some careful fingering, I thought his ass might be ready. It took a while to ease it in, but damn if it wasn't a rough go. Finally he was getting fucked proper, but the way he was grasping onto the bed sheets was an indicator of how much he disliked it. It did feel quite good, though, and his ass was still nice and grab-able. Overall a very satisfying fuck. I liked the was he worked a cock with his mouth too much, though, so instead of dropping my load, I told him to finish me off with a blowjob. It didn't take him long to make my load explode into his pretty little mouth. Unlike fucking, giving good head is one thing you never forget. It's kind of like riding a bicycle. Only in his case, a bicycle he picked up in prison. Damn that felt good, too. Some guys never learn, but it's good that they also don't forget certain skills along the way.

Recidivism is high among these guys, which is why it's important that they learn their lesson thoroughly before they can be given a clean bill and sent on their way. The House Managers try as hard as they can to instill an internal sense of moral order in these guys' brains. It's hard since the IQ has been slowly eaten away by bad habits. We know most of them are going to stay with us for however many months, get back into the real world, and fuck it all up within two weeks. Such is life, but nonetheless the House Managers tirelessly carry on as best they can with their instruction and admonition. This resident in particular has been a thorn in the side of everyone in the House, and he really is on his last straw. He's cute and all, and his ass feels amazing. That said, there's a new teenage delinquent every week, so his beautiful pink hole isn't that special. In a final attempt at saving him from incarceration, a few of the House Managers decided to take it up one more notch.

After barging into his room for (yet another) shakedown, it wasn't too difficult to find some contraband. This guy's a real idiot. Well, before he knew it he was naked and down on his knees. By now he's gotten really good at slobbering knobs. That will definitely be a skill he can use in jail. His innocent face, with those baby blue eyes, immediately makes him cell bitch material. It's doubtful, however, that he will be able to get by with his oral skills alone. Why? Because his hole feels so fucking fantastic.

Unlike most of these losers in the House, he can actually ride a cock. Really, really well. Every time he rides any of us House Managers it's all we can do to keep from busting prematurely. But our trusty manager kept his calm in order to keep going in this instance. Doggie was next, followed by several other positions. All the while, he was being spat upon and choked out like a little rag doll. This Manager finished him off in pile driver, though. As he was upside down on the floor, his little boy hole was getting pummeled as he was getting yelled at. There's nothing like a teen looking up at you saying "Yes, sir." while his colon is getting cleaned out. It's definitely one of those moments that keeps us all going.

When we were done with his ass, we made him take a huge load of jizz into his mouth, and then made him gargle the cum for a good while before he was told to swallow it all. This resident is definitely in the top ten total cum dumpsters we've ever had at the House. It'll be a shame to see him go if he fucks up one more time.

There aren't a lot of residents as disliked as this one. He is sullen, anti-social, and frankly, a little strange. He mostly spends his time alone, and has a fuck-all attitude about everything and everyone. As long as a guy like him sticks with the program, no one much cares. You meet a lot of unsavory people in a program like ours. But even residents with a fairly good track record of staying out of trouble will falter. All of us House Managers were looking forward to that day, too. Not in the least because this teen had a nice cute butt that we all were hoping to smash. We got our chance when the dude dipped out in the middle of the night and tried to sneak back in unnoticed.

Me and our new junior House Manager decided to give him the full treatment. We marched into his room and woke him out of bed. He had one of those fucking annoying smirks on his face, like we couldn't do anything to him. That really got us going, and before too long that smirk was wiped off of his face completely. When he began sucking one of our cocks, you could already see in his face that he was planning on how to get the hell out of there. His mouth was soft and warm, though, and eventually we both dipped our cocks in it. He was sucking one of us while jerking the other, looking up at us almost as if he were a little lost. Well, I'm sure he was, since he doubtful had been in a situation like this before. The gears in his little brain were definitely working overtime.

We instructed him to lay on his back and lift his legs. He had a nice boyhole, with a small tuft of hair surrounding it. It definitely looks just as untouched as it really was. But not for long. We lubed him up and began the task of taking his anal virginity. His hole was tight. It didn't really loosed up too much, either, but it pulsated as he got fucked, and it felt great. After a good spitroasting there was nothing left to do except keep pounding the fuck outta him. He deserved it, and he knew it.

Since he seemed to like cock sucking even less than he liked getting his cunt torn open, we ended his recovery session with two loads of jizz right in his mouth and all over his sullen face. One of us came a good minute or two before the other, and it was actually better this way, because we got to see him squirm as he just let the cum linger in his mouth and stream down his cheeks. Then he got the other load. Chalk up another straight virgin ass taken!

We hired a new House Manager a few weeks ago. The guy has some experience dealing with young delinquents, but I'll be damned if this guy doesn't have high blood pressure or something. Unfortunately for the virgin in question, his first punishment session happened to be with one of the worst new offenders we've had in months, and it didn't turn out well for the poor guy's hole. He was caught in an extremely groggy state with some contraband in plain view, which is a huge no-no. Based on how he took to getting steamrolled bareback, my guess is that he will at least do a better job of hiding his infractions in the future.

Now, here's the thing when it comes to virgin holes. I don't care how broke a guy is, or how straight, or whatever, there ain't no dick going in a virgin hole and it's not going to be extremely unpleasant. I've seen some porn sites claiming that the guys are desperate and need cash and all of that, and that they are supposedly straight. Well first of all, the friggin' waxed eyebrows should be clue number one. And clue number two is when a 7 incher is shoved up the guy's butt and he starts ooh-ing and aww-ing. Give me a fucking break! A real virgin is gonna scream, moan, grit his teeth, clinch his fists, tense up and otherwise resist. Even a closet shit-stabber who wants it isn't gonna like it the first time. Or the second. Thus, there are two approaches to that tender carnation down there. One is to take your time with it and give the guy time to at least loosed up a bit. The benefit of this approach is that you leave minimal damage so that you can fuck him again the next day, or even later that night. The other approach, which we generally only use when we don't like the dumbfuck in question, is to plow right in. "Sink or swim" definitely opens the dude up, and teaches him his lesson in a way that he'll be feeling for the next few days. The new Manager obviously prefers the latter approach, and based on his experience, I trust him completely.

After fucking him in doggie like a little bitch, and then flipping him over and choking him out, this good-for-nothing god a nice huge wad of jizz on his tongue. He was asked not quite politely to swallow it. I thought that was a nice touch. We are all hoping that he shapes up and starts flying right, because if he doesn't he might not be able to walk outta here.

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